Natural Product: NPC474932

Natural Product ID:  NPC474932
Common Name:   Hiritin
IUPAC Name:  
Synonyms:   Hiritin
Molecular Formula:   C32H36O10
Standard InCHIKey:  CHLBLTXSJZBUDN-SVTSIJKFSA-N
Standard InCHI:  InChI=1S/C32H36O10/c1-8-40-26(36)23-24(41-16(2)33)25-28(3)11-9-20(34)29(4,27(37)38-7)19(28)14-21(35)31(25,6)32-22(42-32)13-18(30(23,32)5)17-10-12-39-15-17/h9-12,14-15,18,22-25H,8,13H2,1-7H3/t18-,22+,23+,24+,25+,28-,29-,30+,31+,32+/m0/s1
Canonical SMILES:  CCOC(=O)[C@H]1[C@@H](OC(=O)C)[C@@H]2[C@@]3(C)C=CC(=O)[C@@](C3=CC(=O)[C@]2([C@@]23[C@]1(C)[C@@H](C[C@H]3O2)c1ccoc1)C)(C)C(=O)OC
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO20413 Meliaceae spp. Species Meliaceae Eukaryota PMID[9134742]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT91 Cell Line KB Homo sapiens Activity = 4.9 % 22940450
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Activity = 20.8 % 7964790
NPT6 Organism Plasmodium falciparum Plasmodium falciparum Activity = 22.6 % 10.6019/CHEMBL1201861
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.096 ug/ml 23398362
NPT91 Cell Line KB Homo sapiens IC50 = 0.5 ug/ml 12713415
NPT6 Organism Plasmodium falciparum Plasmodium falciparum IC50 = 0.173 ug/ml 23501116

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC474932 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9295 High Similarity NPC472669
0.9231 High Similarity NPC197596
0.9231 High Similarity NPC471166
0.9231 High Similarity NPC471167
0.9231 High Similarity NPC472668
0.9057 High Similarity NPC478178
0.9051 High Similarity NPC471168
0.9051 High Similarity NPC165218
0.9032 High Similarity NPC469850
0.902 High Similarity NPC156189
0.9 High Similarity NPC478179
0.8974 High Similarity NPC175964
0.8974 High Similarity NPC471169
0.8974 High Similarity NPC204663
0.8954 High Similarity NPC470791
0.8954 High Similarity NPC470790
0.8947 High Similarity NPC221809
0.8917 High Similarity NPC195131
0.891 High Similarity NPC471175
0.8896 High Similarity NPC469848
0.8861 High Similarity NPC475295
0.8861 High Similarity NPC473473
0.8846 High Similarity NPC57998
0.8839 High Similarity NPC18135
0.8827 High Similarity NPC327922
0.8797 High Similarity NPC286722
0.8788 High Similarity NPC167340
0.8782 High Similarity NPC84063
0.8774 High Similarity NPC476122
0.8774 High Similarity NPC159927
0.8774 High Similarity NPC469335
0.875 High Similarity NPC472767
0.875 High Similarity NPC6326
0.8734 High Similarity NPC209364
0.8727 High Similarity NPC94763
0.871 High Similarity NPC472654
0.8701 High Similarity NPC470941
0.8698 High Similarity NPC242068
0.8698 High Similarity NPC247563
0.8696 High Similarity NPC663
0.8696 High Similarity NPC224394
0.8675 High Similarity NPC469633
0.8671 High Similarity NPC476262
0.8659 High Similarity NPC472659
0.8654 High Similarity NPC477404
0.8654 High Similarity NPC196864
0.865 High Similarity NPC476224
0.8636 High Similarity NPC471292
0.8634 High Similarity NPC5741
0.8616 High Similarity NPC107646
0.8616 High Similarity NPC126723
0.8614 High Similarity NPC236004
0.8614 High Similarity NPC469576
0.8609 High Similarity NPC56197
0.8606 High Similarity NPC159232
0.8599 High Similarity NPC116717
0.859 High Similarity NPC471001
0.859 High Similarity NPC329180
0.8589 High Similarity NPC149945
0.8589 High Similarity NPC214600
0.8588 High Similarity NPC105395
0.8581 High Similarity NPC471174
0.858 High Similarity NPC469846
0.858 High Similarity NPC234660
0.858 High Similarity NPC51568
0.858 High Similarity NPC476197
0.8571 High Similarity NPC191828
0.8571 High Similarity NPC472653
0.8571 High Similarity NPC475381
0.8562 High Similarity NPC223415
0.8562 High Similarity NPC470741
0.8562 High Similarity NPC470118
0.8562 High Similarity NPC167142
0.8562 High Similarity NPC472283
0.8553 High Similarity NPC264943
0.8553 High Similarity NPC469336
0.8544 High Similarity NPC469503
0.8544 High Similarity NPC476201
0.8544 High Similarity NPC75906
0.8537 High Similarity NPC476850
0.8537 High Similarity NPC472764
0.8537 High Similarity NPC476861
0.8528 High Similarity NPC476858
0.8528 High Similarity NPC476857
0.8528 High Similarity NPC476856
0.8519 High Similarity NPC5079
0.8519 High Similarity NPC470939
0.8512 High Similarity NPC478177
0.8509 High Similarity NPC237155
0.8509 High Similarity NPC475226
0.8506 High Similarity NPC251865
0.8506 High Similarity NPC238843
0.8506 High Similarity NPC199044
0.8503 High Similarity NPC471632
0.85 High Similarity NPC60973
0.8497 Intermediate Similarity NPC121158
0.8494 Intermediate Similarity NPC285227
0.8491 Intermediate Similarity NPC282445
0.8491 Intermediate Similarity NPC178932
0.8491 Intermediate Similarity NPC30222
0.8485 Intermediate Similarity NPC472765
0.8485 Intermediate Similarity NPC472766
0.8477 Intermediate Similarity NPC220094
0.8462 Intermediate Similarity NPC216755
0.8457 Intermediate Similarity NPC305016
0.8457 Intermediate Similarity NPC470789
0.8457 Intermediate Similarity NPC25255
0.8447 Intermediate Similarity NPC299038
0.8447 Intermediate Similarity NPC469847
0.8447 Intermediate Similarity NPC249021
0.8447 Intermediate Similarity NPC187149
0.8447 Intermediate Similarity NPC472772
0.8438 Intermediate Similarity NPC35000
0.8438 Intermediate Similarity NPC92979
0.8438 Intermediate Similarity NPC214541
0.8438 Intermediate Similarity NPC44675
0.8434 Intermediate Similarity NPC470995
0.8428 Intermediate Similarity NPC268905
0.8428 Intermediate Similarity NPC182427
0.8428 Intermediate Similarity NPC246164
0.8428 Intermediate Similarity NPC322546
0.8428 Intermediate Similarity NPC29695
0.8428 Intermediate Similarity NPC308205
0.8424 Intermediate Similarity NPC473753
0.8424 Intermediate Similarity NPC473766
0.8424 Intermediate Similarity NPC173516
0.8424 Intermediate Similarity NPC472282
0.8424 Intermediate Similarity NPC476853
0.8418 Intermediate Similarity NPC470997
0.8415 Intermediate Similarity NPC476860
0.8415 Intermediate Similarity NPC469849
0.8415 Intermediate Similarity NPC259943
0.8415 Intermediate Similarity NPC123088
0.8411 Intermediate Similarity NPC310830
0.8411 Intermediate Similarity NPC470742
0.8408 Intermediate Similarity NPC19747
0.8405 Intermediate Similarity NPC290400
0.8405 Intermediate Similarity NPC96443
0.8405 Intermediate Similarity NPC193798
0.8405 Intermediate Similarity NPC149896
0.8405 Intermediate Similarity NPC329938
0.8397 Intermediate Similarity NPC346
0.8397 Intermediate Similarity NPC470999
0.8395 Intermediate Similarity NPC477403
0.8395 Intermediate Similarity NPC307383
0.8393 Intermediate Similarity NPC471437
0.8393 Intermediate Similarity NPC477824
0.8387 Intermediate Similarity NPC142113
0.8385 Intermediate Similarity NPC263265
0.8373 Intermediate Similarity NPC471397
0.8373 Intermediate Similarity NPC472652
0.8373 Intermediate Similarity NPC242334
0.8373 Intermediate Similarity NPC160651
0.8365 Intermediate Similarity NPC272590
0.8365 Intermediate Similarity NPC291150
0.8364 Intermediate Similarity NPC472141
0.8364 Intermediate Similarity NPC23387
0.8364 Intermediate Similarity NPC470875
0.8355 Intermediate Similarity NPC236532
0.8355 Intermediate Similarity NPC476943
0.8354 Intermediate Similarity NPC469338
0.8354 Intermediate Similarity NPC302369
0.8354 Intermediate Similarity NPC292389
0.8354 Intermediate Similarity NPC195325
0.8354 Intermediate Similarity NPC39986
0.8354 Intermediate Similarity NPC419
0.8354 Intermediate Similarity NPC134254
0.8344 Intermediate Similarity NPC335761
0.8344 Intermediate Similarity NPC255414
0.8344 Intermediate Similarity NPC250228
0.8344 Intermediate Similarity NPC477402
0.8333 Intermediate Similarity NPC472778
0.8333 Intermediate Similarity NPC197137
0.8333 Intermediate Similarity NPC472777
0.8333 Intermediate Similarity NPC472776
0.8333 Intermediate Similarity NPC261597
0.8333 Intermediate Similarity NPC34056
0.8333 Intermediate Similarity NPC36655
0.8333 Intermediate Similarity NPC173544
0.8323 Intermediate Similarity NPC296807
0.8323 Intermediate Similarity NPC155939
0.8323 Intermediate Similarity NPC302392
0.8323 Intermediate Similarity NPC80635
0.8323 Intermediate Similarity NPC141538
0.8313 Intermediate Similarity NPC472672
0.8313 Intermediate Similarity NPC33938
0.8313 Intermediate Similarity NPC471002
0.8313 Intermediate Similarity NPC472651
0.8304 Intermediate Similarity NPC470938
0.8303 Intermediate Similarity NPC276551
0.8303 Intermediate Similarity NPC470940
0.8303 Intermediate Similarity NPC271657
0.8302 Intermediate Similarity NPC5180
0.8294 Intermediate Similarity NPC470181
0.8293 Intermediate Similarity NPC200782
0.8293 Intermediate Similarity NPC117986
0.8293 Intermediate Similarity NPC82851
0.8293 Intermediate Similarity NPC472771
0.8293 Intermediate Similarity NPC470792
0.8293 Intermediate Similarity NPC18347

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC474932 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8671 High Similarity NPD5761 Phase 2
0.8671 High Similarity NPD5760 Phase 2
0.8121 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.7898 Intermediate Similarity NPD8434 Phase 2
0.7714 Intermediate Similarity NPD6764 Approved
0.7714 Intermediate Similarity NPD6765 Approved
0.7542 Intermediate Similarity NPD6785 Approved
0.7542 Intermediate Similarity NPD6784 Approved
0.7202 Intermediate Similarity NPD920 Approved
0.7151 Intermediate Similarity NPD7819 Suspended
0.7095 Intermediate Similarity NPD7799 Discontinued
0.7083 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7066 Intermediate Similarity NPD7236 Approved
0.7041 Intermediate Similarity NPD6273 Approved
0.7 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.6973 Remote Similarity NPD8055 Clinical (unspecified phase)
0.697 Remote Similarity NPD1471 Phase 3
0.6964 Remote Similarity NPD643 Clinical (unspecified phase)
0.6959 Remote Similarity NPD7239 Suspended
0.6949 Remote Similarity NPD5494 Approved
0.691 Remote Similarity NPD8127 Discontinued
0.6881 Remote Similarity NPD8404 Phase 2
0.6867 Remote Similarity NPD2343 Clinical (unspecified phase)
0.6852 Remote Similarity NPD8032 Phase 2
0.6848 Remote Similarity NPD7685 Pre-registration
0.6845 Remote Similarity NPD4628 Phase 3
0.6821 Remote Similarity NPD3226 Approved
0.6807 Remote Similarity NPD2796 Approved
0.6798 Remote Similarity NPD919 Approved
0.6786 Remote Similarity NPD1243 Approved
0.6782 Remote Similarity NPD6599 Discontinued
0.6766 Remote Similarity NPD6003 Clinical (unspecified phase)
0.6766 Remote Similarity NPD6005 Phase 3
0.6766 Remote Similarity NPD6006 Clinical (unspecified phase)
0.6766 Remote Similarity NPD6002 Phase 3
0.6766 Remote Similarity NPD6004 Phase 3
0.6761 Remote Similarity NPD7096 Clinical (unspecified phase)
0.6757 Remote Similarity NPD6559 Discontinued
0.6746 Remote Similarity NPD6398 Clinical (unspecified phase)
0.6742 Remote Similarity NPD7075 Discontinued
0.6742 Remote Similarity NPD3749 Approved
0.6723 Remote Similarity NPD8443 Clinical (unspecified phase)
0.6722 Remote Similarity NPD1247 Approved
0.6686 Remote Similarity NPD7004 Clinical (unspecified phase)
0.6686 Remote Similarity NPD2532 Approved
0.6686 Remote Similarity NPD2800 Approved
0.6686 Remote Similarity NPD7421 Clinical (unspecified phase)
0.6686 Remote Similarity NPD2534 Approved
0.6686 Remote Similarity NPD2533 Approved
0.6667 Remote Similarity NPD6832 Phase 2
0.6667 Remote Similarity NPD2346 Discontinued
0.6648 Remote Similarity NPD7411 Suspended
0.6647 Remote Similarity NPD2799 Discontinued
0.6647 Remote Similarity NPD3748 Approved
0.6616 Remote Similarity NPD7497 Discontinued
0.6615 Remote Similarity NPD7879 Clinical (unspecified phase)
0.661 Remote Similarity NPD6801 Discontinued
0.6597 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6596 Remote Similarity NPD8312 Approved
0.6596 Remote Similarity NPD8313 Approved
0.6593 Remote Similarity NPD6808 Phase 2
0.6592 Remote Similarity NPD7057 Phase 3
0.6592 Remote Similarity NPD7058 Phase 2
0.6591 Remote Similarity NPD7028 Phase 2
0.6582 Remote Similarity NPD7457 Clinical (unspecified phase)
0.6579 Remote Similarity NPD8150 Discontinued
0.6576 Remote Similarity NPD7473 Discontinued
0.6568 Remote Similarity NPD2344 Approved
0.6557 Remote Similarity NPD3926 Phase 2
0.6548 Remote Similarity NPD7033 Discontinued
0.6536 Remote Similarity NPD5402 Approved
0.6536 Remote Similarity NPD3817 Phase 2
0.6532 Remote Similarity NPD6799 Approved
0.6522 Remote Similarity NPD1876 Approved
0.6522 Remote Similarity NPD7852 Clinical (unspecified phase)
0.6506 Remote Similarity NPD4140 Approved
0.6505 Remote Similarity NPD5844 Phase 1
0.65 Remote Similarity NPD3972 Approved
0.65 Remote Similarity NPD7768 Phase 2
0.6497 Remote Similarity NPD8285 Discontinued
0.6494 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6485 Remote Similarity NPD2313 Discontinued
0.648 Remote Similarity NPD2393 Clinical (unspecified phase)
0.6474 Remote Similarity NPD8407 Phase 2
0.6471 Remote Similarity NPD5763 Approved
0.6471 Remote Similarity NPD5762 Approved
0.6465 Remote Similarity NPD4107 Approved
0.646 Remote Similarity NPD5327 Phase 3
0.6457 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6453 Remote Similarity NPD3750 Approved
0.6452 Remote Similarity NPD3818 Discontinued
0.6448 Remote Similarity NPD7199 Phase 2
0.6448 Remote Similarity NPD6959 Discontinued
0.6442 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6441 Remote Similarity NPD7458 Discontinued
0.6433 Remote Similarity NPD1549 Phase 2
0.6433 Remote Similarity NPD970 Clinical (unspecified phase)
0.642 Remote Similarity NPD6980 Clinical (unspecified phase)
0.6416 Remote Similarity NPD2309 Approved
0.6415 Remote Similarity NPD17 Approved
0.6413 Remote Similarity NPD6232 Discontinued
0.6412 Remote Similarity NPD6100 Approved
0.6412 Remote Similarity NPD2935 Discontinued
0.6412 Remote Similarity NPD1551 Phase 2
0.6412 Remote Similarity NPD6099 Approved
0.6409 Remote Similarity NPD4868 Clinical (unspecified phase)
0.6404 Remote Similarity NPD4380 Phase 2
0.6402 Remote Similarity NPD8368 Discontinued
0.64 Remote Similarity NPD7410 Clinical (unspecified phase)
0.64 Remote Similarity NPD6008 Approved
0.6386 Remote Similarity NPD1699 Clinical (unspecified phase)
0.6378 Remote Similarity NPD7184 Clinical (unspecified phase)
0.6374 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6374 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6374 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6369 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6364 Remote Similarity NPD3751 Discontinued
0.6354 Remote Similarity NPD5616 Clinical (unspecified phase)
0.6351 Remote Similarity NPD7907 Approved
0.635 Remote Similarity NPD4482 Phase 3
0.6348 Remote Similarity NPD5808 Clinical (unspecified phase)
0.6347 Remote Similarity NPD6663 Approved
0.6341 Remote Similarity NPD5647 Approved
0.6335 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6333 Remote Similarity NPD1934 Approved
0.6333 Remote Similarity NPD6280 Approved
0.6333 Remote Similarity NPD6279 Approved
0.6331 Remote Similarity NPD6651 Approved
0.6331 Remote Similarity NPD6353 Approved
0.633 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6328 Remote Similarity NPD5403 Approved
0.6324 Remote Similarity NPD7229 Phase 3
0.6319 Remote Similarity NPD4966 Approved
0.6319 Remote Similarity NPD4965 Approved
0.6319 Remote Similarity NPD3882 Suspended
0.6319 Remote Similarity NPD4967 Phase 2
0.6312 Remote Similarity NPD3412 Clinical (unspecified phase)
0.631 Remote Similarity NPD4307 Phase 2
0.6307 Remote Similarity NPD5401 Approved
0.6298 Remote Similarity NPD2801 Approved
0.6296 Remote Similarity NPD1608 Approved
0.6287 Remote Similarity NPD3764 Approved
0.6287 Remote Similarity NPD6859 Clinical (unspecified phase)
0.628 Remote Similarity NPD3267 Approved
0.628 Remote Similarity NPD3266 Approved
0.6272 Remote Similarity NPD6355 Discontinued
0.6272 Remote Similarity NPD5735 Approved
0.6264 Remote Similarity NPD7003 Approved
0.6257 Remote Similarity NPD1510 Phase 2
0.6256 Remote Similarity NPD4111 Phase 1
0.625 Remote Similarity NPD6234 Discontinued
0.625 Remote Similarity NPD5585 Approved
0.6243 Remote Similarity NPD37 Approved
0.6242 Remote Similarity NPD1019 Discontinued
0.6242 Remote Similarity NPD2798 Approved
0.6237 Remote Similarity NPD5710 Approved
0.6237 Remote Similarity NPD7315 Approved
0.6237 Remote Similarity NPD3787 Discontinued
0.6237 Remote Similarity NPD5711 Approved
0.6235 Remote Similarity NPD6653 Approved
0.6229 Remote Similarity NPD3887 Approved
0.6221 Remote Similarity NPD2438 Suspended
0.622 Remote Similarity NPD7930 Approved
0.6215 Remote Similarity NPD5619 Clinical (unspecified phase)
0.6213 Remote Similarity NPD2979 Phase 3
0.6211 Remote Similarity NPD7074 Phase 3
0.6207 Remote Similarity NPD7435 Discontinued
0.6205 Remote Similarity NPD5736 Approved
0.6198 Remote Similarity NPD4338 Clinical (unspecified phase)
0.619 Remote Similarity NPD3268 Approved
0.6182 Remote Similarity NPD1049 Clinical (unspecified phase)
0.6182 Remote Similarity NPD6362 Approved
0.6179 Remote Similarity NPD4665 Approved
0.6178 Remote Similarity NPD1241 Discontinued
0.6178 Remote Similarity NPD7993 Clinical (unspecified phase)
0.6178 Remote Similarity NPD5953 Discontinued
0.6173 Remote Similarity NPD8361 Approved
0.6173 Remote Similarity NPD8435 Approved
0.6173 Remote Similarity NPD8360 Approved
0.6171 Remote Similarity NPD8166 Discontinued
0.6171 Remote Similarity NPD4110 Phase 3
0.6171 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6171 Remote Similarity NPD1878 Clinical (unspecified phase)
0.617 Remote Similarity NPD6167 Clinical (unspecified phase)
0.617 Remote Similarity NPD6168 Clinical (unspecified phase)
0.617 Remote Similarity NPD2403 Approved
0.617 Remote Similarity NPD6166 Phase 2
0.6163 Remote Similarity NPD4308 Phase 3
0.6158 Remote Similarity NPD7054 Approved
0.6158 Remote Similarity NPD6143 Clinical (unspecified phase)
0.6158 Remote Similarity NPD7286 Phase 2
0.6146 Remote Similarity NPD7999 Approved
0.614 Remote Similarity NPD1607 Approved
0.6127 Remote Similarity NPD7696 Phase 3
0.6127 Remote Similarity NPD7698 Approved
0.6127 Remote Similarity NPD7697 Approved
0.6126 Remote Similarity NPD7472 Approved
0.612 Remote Similarity NPD8455 Phase 2
0.6118 Remote Similarity NPD1240 Approved
0.6114 Remote Similarity NPD7808 Phase 3

Structure

External Identifiers

PubChem CID   44566671
ChEMBL   CHEMBL488240
ZINC  

Physicochemical Properties

Molecular Weight:  580.23
ALogP:  0.4346
MLogP:  3.88
XLogP:  2.176
# Rotatable Bonds:  15
Polar Surface Area:  138.71
# H-Bond Aceptor:  9
# H-Bond Donor:  0
# Rings:  6
# Heavy Atoms:  42

Download Data

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General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
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